JP2008516106A - Method for modifying fiber material using ionic liquid - Google Patents

Abstract

  (A) contacting the fiber material comprising fibers with a treatment composition comprising an ionic liquid at least under conditions sufficient to modify the surface of the fibers, thereby improving the performance of the treated fiber material; (B) optionally contacting the fibrous material comprising fibers with a composition comprising a benefit agent, and (c) at least partially removing the treatment composition from the fibrous material. A method for modifying the same to improve the performance of the fiber material. In certain embodiments, the surface modification includes partial dissolution of at least one outer layer of the fiber and / or a change in crystal structure of at least the surface of the fiber. The surface modification can impart an improvement to the fiber material or allows embedding or attachment of a benefit agent into the fiber.

Description

  The present invention is directed to a method for modifying a fiber material containing fibers. More particularly, the present invention relates to a method of using an ionic liquid-containing composition.

  In recent years, ionic liquids have been extensively evaluated for a wide range of organic synthetic applications as environmentally compatible or “green” alternatives to conventional organic solvents. Ionic liquids can have some unique characteristics that distinguish them from conventional organic solvents, such as wide liquid area, high polarity and charge density, hydrophobic or hydrophilic, with little vapor pressure, As well as unique solvation properties.

  One class of ionic liquids that has been extensively studied includes imidazolium salts such as butyl methyl imidazolinium hexafluorophosphate (also known as BMIM / PF6). Other well-known ionic liquids include N-1-ethyl-3-methylimidazolium chloride aluminum (III) chloride (usually referred to as [emim] Cl-AlCl3), and N-butylpyridinium chloride aluminum (III) Chloride (usually called [Nbupy] Cl—AlCl 3). Extensive research on ionic liquids is also done in the following references: PCT International Publications WO 03/029329, WO 03/074494, WO 03/022812, WO 2004/016570, US 2004 / 0035293A1, and 5,827,602.

  In addition to chemical processes, ionic liquids can be used as microbicides / plant growth regulators as described in French Patent No. 2434156, Japanese Patent Application No. 10-265675 and US Pat. No. 3,282, It has also been used as an antistatic agent as described in No. 728 and as a fruit and vegetable production treatment agent as described in PCT International Publication No. WO 01/19200. Other uses of ionic liquids are described in US Pat. No. 6,048,388 as a component of ink compositions and in the American Chemical Society (J. Am. Chem. Soc.) (124, 4974-4975). (2002)) as a cellulose solubilizer.

PCT International Publication No. WO 2004/003120 describes an ionic liquid based product and ions containing three or more different and charged ionic liquid components suitable for use in surface or air treatment compositions. A reactive liquid reaction mixture is disclosed. The product is particularly useful in various consumer product applications, such as home care, air care, surface cleaning, laundry and fabric care applications because of the specific properties of ionic liquids. It is convenient to use for specific purposes.

  It is therefore desirable to use ionic liquid-containing compositions in textile processing methods. In particular, the treatment method provides improvements to fiber materials comprising fibers and provides such improvements through the use of ionic liquid-containing compositions. These methods are superior in that they can provide improved properties to the fiber material while using materials known as environmental compatibility.

  The present invention comprises (a) contacting a fiber material comprising fibers with a treatment composition comprising an ionic liquid under conditions sufficient to modify at least a portion of the surface of the fibers, thereby treating the fibers. Improving the performance of the treated fiber material, (b) optionally contacting the fiber material comprising fibers with a composition comprising a benefit agent, and (c) at least in part, treating the treatment composition with the fibers The present invention relates to a modification method for improving the performance of a fiber material, comprising the steps of removing from the material. In certain embodiments, the surface modification includes partial dissolution of at least one outer layer of the fiber and / or a change in crystal structure of at least the surface of the fiber. Surface modification can impart improvements to the fiber material or allow embedding or attachment of benefit agents within the fiber.

  Further embodiments and advantages of the method are described in more detail in the following best mode for carrying out the invention.

  The method of the present invention for modifying a fibrous material comprising fibers comprises: (a) modifying the fibrous material under conditions sufficient to modify at least the surface of the fiber and provide or promote its performance enhancement. Contacting with a composition comprising an ionic liquid, and (b) at least partially removing the composition from the fibrous material. Within this context, fiber material comprising fibers refers to any fiber-containing fiber material substance or product, including coarse or untwisted (Free) fibers, yarns (including strands), wovens Examples include, but are not limited to, fabrics, nonwoven fabrics, knitted fabrics, and fabric articles. Examples of fabric articles include, but are not limited to, clothing, components used in clothing manufacture, carpets, upholstery materials, and the like. Further, the fibers of the fibrous material may be formed of any natural (eg, cellulose), regenerated (eg, rayon), or synthetic material, or combinations thereof. In one embodiment, the fibers of the fibrous material include a cellulosic material. In another embodiment, the fiber comprises a synthetic material including, for example, polyester.

  In some embodiments, as used herein, an ionic liquid refers to a salt having a melting temperature of about 100 ° C. or lower, or in other examples, a melting of about 60 ° C. or lower. Refers to a salt having a temperature, and in yet another embodiment refers to a salt having a melting temperature of about 40 ° C. or less. In other embodiments, the ionic liquid does not exhibit a discernable melting point (based on DSC analysis), is “flowable” at a temperature of about 100 ° C. or less, and in another embodiment, about It is “flowable” at 20 to about 80 ° C., ie at typical fabric or dishwashing temperatures. As used herein, the term “fluidity” means that the ionic liquid exhibits a viscosity of less than about 10,000 mPa · s at the temperature.

  It will be understood that the terms “ionic liquid”, “ionic compound”, and “IL” refer to an ionic liquid, an ionic liquid composition, and a mixture (or reaction mixture) of ionic liquids. The ionic liquid may include an anionic IL component and a cationic IL component. When the ionic liquid is in liquid form, these components can freely cross each other (ie, become messy). As used herein, the term “reactive mixture of ionic liquids” refers to a mixture of two or more, preferably at least three, different and charged IL components, wherein at least one One IL component is cationic and at least one IL component is anionic. For this reason, at least two different ionic liquids are obtained by pairing the three cationic and anionic IL components in the reaction mixture. Reaction mixtures of ionic liquids may be prepared by mixing individual ionic liquids having different IL components or by compounding with combinatorial chemistry. Such combinations and their preparation are discussed in further detail in US 2004/0077519 A1 and US 2004/0097755 A1. As used herein, the term “ionic liquid composition” refers to the proton donor Z (which can be solid at room temperature), as described in the immediately preceding reference. Or a mixture of liquid and solid). Upon mixing, these components become liquid at about 100 ° C. or less, and the mixture acts like an ionic liquid.

  Some properties that ionic liquids have and make them an attractive alternative to conventional solvents include the following. (A) The ionic liquid has a wide liquid region. Some ionic liquids can be in liquid form at temperatures up to −96 ° C. and others can be thermally stable at temperatures up to 200 ° C. Effective rate control in organic reactions and processes is possible. (B) Ionic liquids exhibit virtually no vapor pressure and are therefore easy to handle and reduce safety concerns when volatility is a problem. (C) Ionic liquids are effective solvents for a wide range of organic and inorganic substances because of their high polarity. (D) The ionic liquid is an effective Bronsted / Lewis acid. And (e) ionic liquids can be adapted to the specific application / chemistry desired, for example, they can be selectively made to have properties ranging from hydrophilic to hydrophobic. Because of their high polarity and high charge density, ionic liquids have unique solvent properties and can be used in various process environments and conditions.

  Non-limiting examples of anions and cations suitable for use in the ionic liquid of the present invention are described in detail below.

Anions Suitable anions for use in the ionic liquid of the present invention include, but are not limited to, the following materials:

  (1) Alkyl sulfates (AS), alkoxy sulfates and alkyl alkoxy sulfates, wherein the alkyl or alkoxy is a straight chain, a branched chain or a mixture thereof, and addition of a sulfate group to the alkyl chain Is the terminal to the alkyl chain (AS), the interior to the alkyl chain (SAS), or a mixture thereof.

式中、ｘ＋ｙは少なくとも８の整数、好ましくは少なくとも約１０であり、Ｍ^＋は、本明細書にて詳細に記述されたイオン性液体のカチオン類から選択されるカチオンであり、又は次式を有する直鎖Ｃ_１０〜Ｃ_２０第二級アルキルサルフェート類である。

式中、ｘ＋ｙは少なくとも７の整数、好ましくは少なくとも約９であり、ｘ又はｙは０であることができ、Ｍ^＋は、本明細書にて詳細に記述されたイオン性液体のカチオン類から選択されるカチオンであり、次式を有するＣ１０〜Ｃ２０第二級アルキルエトキシサルフェート類である。

式中、ｘ＋ｙは少なくとも７の整数、好ましくは少なくとも約９であり、ｘ又はｙは、０であることができ、Ｍ^＋は、本明細書にて詳細に記述されたイオン性液体のカチオン類から選択されるカチオンであり、アルコキシサルフェートの非限定例としては、市販のアルコキシコポリマー類のサルフェート化誘導体、例えば、プルロニックス（Pluronics）（登録商標）（ＢＡＳＦ社より）が挙げられる。 . Non-limiting examples, _C 10 _{-C 20} alkyl sulfates having the formula: and the like.

Where x + y is an integer of at least 8, preferably at least about 10, and M ⁺ is a cation selected from the cations of ionic liquids described in detail herein, or a straight-chain _C 10 _{-C 20} secondary alkyl sulfates having.

Wherein x + y is an integer of at least 7, preferably at least about 9, x or y can be 0, and M ⁺ is from the ionic liquid cations described in detail herein. C10-C20 secondary alkyl ethoxy sulfates that are selected cations and have the following formula:

Where x + y is an integer of at least 7, preferably at least about 9, x or y can be 0, and M ⁺ is an ionic liquid cation as described in detail herein. Non-limiting examples of alkoxy sulfates are sulphonated derivatives of commercially available alkoxy copolymers, such as Pluronics® (from BASF).

(2) Mono- and di-esters of sulfosuccinates. Non-limiting examples include saturated and unsaturated _{C 12 to 18} monoesters sulfosuccinates, for example, available as Makkaneto (Mackanate) LO-100 (TM) (McIntyre Group (from McIntyre Group)) Lauryl sulfosuccinates are saturated and unsaturated C6-C12 diester sulfosuccinates, for example, dioctyl ester sulfosuccinates available as Aerosol OT® (from Cytec). It is done.

  (3) Methyl ester sulfonates (MES).

(4) Alkyl aryl sulfonates. Non-limiting examples include tosylate, linear or branched, alkyl aryl sulfonates having saturated or unsaturated C ₈ -C ₁₄ alkyls; alkyl benzene sulfonates (LAS), eg C ₁₁ -C ₁₈ alkyl benzene sulfonates; benzene , cumene, toluene, xylene, sulfonates of t- butyl benzene, di-isopropylbenzene, or isopropylbenzene; naphthalene sulfonates and C ₆ ~ ₁₄ alkylnaphthalene sulfonates, e.g. Peter (Petro) (R) (Akzo Nobel And from petroleum sulfonates, such as Monalube 605® (from Uniqema).

  (5) Alkyl glycerol ether sulfonates having C8-22 carbon atoms in the alkyl moiety.

  (6) Diphenyl ether (bis-phenyl) derivatives. Non-limiting examples include triclosan (2,4,4′-trichloro-2′-hydroxydiphenyl ether) and diclosan (4,4′-dichloro-2-hydroxydiphenyl ether) (both as Irgasan®). Available from Ciba Specialty Chemicals).

  (7) Linear or cyclic carboxylates. Non-limiting examples include citrate, lactate, tartrate, succinate, alkylene succinate, maleate, gluconate, formate, cinnamate, benzoate, acetate, salicylate, phthalate, aspartate, adipate, acetyl salicylate, 3-methyl salicylate 4-hydroxyisophthalate, dihydroxy fumarate, 1,2,4-benzenetricarboxylate, pentanoate and mixtures thereof.

(8) Alkyloxyalkylenecarboxylates. Non-limiting examples, preferably 1-5 ethoxy units _include C 10 _{-C 18} alkyl alkoxy carboxylates.

式中、Ｒ^１は、Ｃ_１０〜Ｃ_１８直鎖又は分岐鎖アルキルであり、Ｒ^２及びＲ^３は、独立してＳＯ_３ ⁻又はＨであり、ここでＲ^２又はＲ^３のうち少なくとも一つが、水素ではなく、Ｒ^４は、Ｒ^１又はＨであり、好適なアルキルジフェニルオキシドモノスルホネート類は、ダウケミカル社（Dow Chemical）よりダウファックス（DOWFAX）（登録商標）として、及びオーリン社（Olin Corp.）よりポリ−タージェント（POLY-TERGENT）（登録商標）として入手可能である。 (9) Alkyl diphenyl oxide monosulfonates. Non-limiting examples include alkyl diphenyl oxide monosulfonates having the general formula:

Wherein R ¹ is C ₁₀ -C ₁₈ straight or branched chain alkyl, R ² and R ³ are independently SO ₃ ^— or H, wherein at least one of R ² or R ³ One is not hydrogen, but R ⁴ is R ¹ or H, and suitable alkyl diphenyl oxide monosulfonates are available from Dow Chemical as DOWFAX® and Olin ( Available from Olin Corp. as POLY-TERGENT®.

  (10) Medium chain branched alkyl sulfates (HSAS), medium chain branched alkyl aryl sulfonates (MLAS) and medium chain branched alkyl polyoxyalkylene sulfates. Non-limiting examples of MLAS are disclosed in US Pat. Nos. 6,596,680, 6,593,285, and 6,202,303.

(11) Alpha olefin sulfonates (AOS) and paraffin sulfonates. Non-limiting examples include C _10-22 alpha-olefin sulfonates available as Bio Terge AS-40® from Stepan Company.

(12) Alkyl phosphate esters. Non-limiting examples, available Akzo Nobel Surface Chemistry Co. from (Akzo Nobel Surface Chemistry LLC) as Emphos (EMPHOS) CS (TM), and Emphos (Emphos) TS-230 (registered _{trademark), C. 8 to 22} alkyl phosphates.

(13) Sarcosinates having the general formula RCON (CH ₃ ) CH ₂ CO ₂ ^— , wherein R is about C _8-20 alkyl. Non-limiting examples include ammonium lauroyl sarcosinate (available from Dow Chemical as Hamposyl AL-30®) and sodium oleoyl sarcosinate (Dow Chemical). Available as Hamposyl O (R).

(14) taurates, for _{example, C 8 to 22} alkyl taurates. Available as sodium cocomethyl tauride or Geropon TC® from Rhodia, Inc.

  (15) Sulfated and sulfonated oils and fatty acids, linear or branched, eg Norman, from Fox & Co. as Norfox 1101®, and Siemron Sulfates or sulfonates, such as those extracted from potassium coconut oil soap, available as potassium oleate from Chemron Corp.

(16) Alkylphenol ethoxy sulfates and sulfonates. For example, _C8-14 alkylphenol ethoxy sulfates and sulfonates. Non-limiting examples include sulfated nonylphenol ethoxylates available from Dow Chemical as Triton XN-45S®.

(17) Fatty acid ester sulfonates having the following formula:
R ¹ —CH (SO ₃ ^— ) CO ₂ R ²
In the formula, R ¹ is linear or branched C ₈ -C ₁₈ alkyl, and R ² is linear or branched C ₁ -C ₆ alkyl.

式中、ｍは、０〜４の整数；ｎは、０〜５の整数；ｍ＋ｎの合計は、０より大きい；ａは、０又は１；ｂは、０又は１；ｇは、０又は１；ｂが０の場合、ａ及びｇの一つが０でなければならず；Ｚ及びＺ’は、独立してＯ及びＳから選択され；Ｘ及びＸ’は、存在する場合、Ｏ、Ｓ、及びＮＲ１から選択され、式中、Ｒは独立してＨ、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、及びアリールから成る群から選択され；Ｔは、存在する場合、Ｃ＝Ｏ、Ｃ＝Ｓ、Ｓ＝Ｏ、及びＳＯ２から選択され；Ｔが、Ｓ＝Ｏ又はＳＯ_２である場合、Ｘ及びＸ’は、Ｓでなくともよく；ラジカルであるＲ−（Ｘ）_ａ−（Ｔ）_ｂ−（Ｘ’）_ｇ−において、ａ、ｂ又はｇのいずれが１である場合、そのラジカルのＲは、独立してＨ、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、及びアリールから成る群から選択され；ラジカルのａ、ｂ及びｇが全て０の場合には、そのラジカルのＲは、Ｆ、Ｃｌ、Ｂｒ、Ｉ、ＣＮ、Ｒ_２Ｎ→Ｏ、ＮＯ_２から成る群から更に選択されてもよく；ａ、ｂ及びｂの全てが０の場合、少なくとも一つのＲは、Ｈ以外でなければならず；更に、前記分子内のハロゲン原子の総数が、Ｒ内にあるものを除外して、２を超えないという条件で；Ｒ^２は、独立して、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、アリール、及びこれらの混合物から成る群から選択され；誘導体化された置換サリチルアニリドアニオン類で、この際、一つ又は両方の芳香環が、追加の置換基を有するものが、本明細書で使用するのに更に好適であり；置換サリチルアニリド及びこれらの派生品が、米国特許第２００２／００６８０１４Ａ１号及びＰＣＴ国際公開特許ＷＯ０４／０２６８２１に開示されている。Ｍ＋は、本明細書中に記載するイオン性液体のカチオン類から選択されるカチオンである。 (18) Substituted salicylanilide anions having the following formula (I):

In the formula, m is an integer of 0 to 4; n is an integer of 0 to 5; the sum of m + n is greater than 0; a is 0 or 1; b is 0 or 1; g is 0 or 1 When b is 0, one of a and g must be 0; Z and Z ′ are independently selected from O and S; X and X ′, if present, are O, S, and is selected from NR1, wherein, R is independently H, _{C. 1 to} C ₁₆ linear or branched, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkaryl, aralkyl, and aryl T is, if present, selected from C═O, C═S, S═O, and SO ₂ ; when T is S═O or SO ₂ , X and X ′ are , it may not be S; is the radical _{R- (X) a - (T} ) b - (X ') g - in a, if the either b or g is 1, R of the radical, H independently, C ₁ -C ₁₆ linear or branched, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl Selected from the group consisting of alkaryl, alkaryl, aralkyl, and aryl; when radicals a, b, and g are all 0, the radical R is F, Cl, Br, I, CN, R ₂ N → May be further selected from the group consisting of O, NO ₂ ; when all of a, b and b are 0, at least one R must be other than H; R ² is independently C ₁ -C ₁₆ straight or branched chain, substituted or unsubstituted alkyl, alkenyl, alkynyl, except that the total number does not exceed 2, excluding those within R; Cycloalkyl Selected from the group consisting of cycloalkenyl, alkaryl, aralkyl, aryl, and mixtures thereof; derivatized substituted salicylanilide anions, wherein one or both aromatic rings have additional substituents Are more suitable for use herein; substituted salicylanilides and their derivatives are disclosed in US 2002/0068014 A1 and PCT International Publication No. WO 04/026821. M + is a cation selected from the ionic liquid cations described herein.

式中、ｍは、０〜４の整数；ａは、０又は１；ｂは、０又は１；ｇは、０又は１；ｂが０の場合、ａ及びｇの一つが０でなければならず；Ｚは、Ｏ及びＳから選択され；Ｘ及びＸ’は、存在する場合、Ｏ、Ｓ、及びＮＲ１から選択され；ラジカルであるＲ−（Ｘ）_ａ−（Ｔ）_ｂ−（Ｘ’）_ｇ−において、ａ、ｂ又はｇのいずれが１である場合、そのラジカルのＲは、独立してＨ、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、及びアリールから成る群から選択され；ラジカルのａ、ｂ及びｇが全て０の場合には、そのラジカルのＲは、Ｆ、Ｃｌ、Ｂｒ、Ｉ、ＣＮ、Ｒ_２Ｎ→Ｏ、ＮＯ_２から成る群から更に選択されてもよく；Ｔは、存在する場合、Ｃ＝Ｏ、Ｃ＝Ｓ、Ｓ＝Ｏ、及びＳＯ_２から選択され；Ｔが、Ｓ＝Ｏ又はＳＯ_２である場合、Ｘ及びＸ’は、Ｓでなくてもよく；Ｙは、少なくとも一つで且つ２０個以下の炭素原子及び置換基、−Ｘ’’−Ｈを含むラジカルであり、式中、Ｘ’’は、Ｏ、Ｓ、及びＮ−（Ｔ’）_ｂ’−（Ｘ’’’）_ａ’−Ｒ^２から選択され、式中、ａ’は、０又は１、ｂ’は、０又は１であり、及び、Ｘ’’’は、存在する場合、Ｏ、Ｓ、及びＮＲ２から選択され；Ｒ^２は、独立してＨ、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、及びアリールから成る群から選択され；Ｔ’は、存在する場合、Ｃ＝Ｏ、Ｃ＝Ｓ、及びＳＯ_２から選択され；Ｔ’がＳＯ_２である場合、Ｘ’’’はＳでなくともよく；Ｒ^３は、独立して、Ｃ_１〜Ｃ_１６直鎖又は分岐鎖、置換又は非置換アルキル、アルケニル、アルキニル、シクロアルキル、シクロアルケニル、アルカリール、アラルキル、及びアリール、及びこれらの混合物から成る群から選択される。前記置換フェノール又はチオフェノールアニオン類は、米国特許第２００２／００６８０１４Ａ１号及びＰＣＴ国際公開特許ＷＯ０４／０２６８２１に開示されている。Ｍ^＋は、本明細書中に記載するイオン性液体のカチオン類から選択されるカチオンである。 (19) Substituted phenol or thiophenol anions having the following formula (II):

Where m is an integer from 0 to 4; a is 0 or 1; b is 0 or 1; g is 0 or 1; when b is 0, one of a and g must be 0 Z is selected from O and S; X and X ′, if present, are selected from O, S, and NR1; R— (X) _a- (T) _b — (X ′, which is a radical ) _g - in, a, if the either b or g is 1, R of the radical, _H independently, C 1 _{-C 16} linear or branched, substituted or unsubstituted alkyl, alkenyl, alkynyl, Selected from the group consisting of cycloalkyl, cycloalkenyl, alkaryl, aralkyl, and aryl; when radicals a, b, and g are all 0, the radical R is F, Cl, Br, I, CN , _{R 2} N → O, it may be further selected from the group consisting of NO _2; T is If the resident, C = O, C = S , S = O, and is selected from SO _2; T is, when a S = O or SO _2, X and X 'may not be S; Y Is a radical comprising at least one and not more than 20 carbon atoms and substituents, -X "-H, wherein X" is O, S, and N- (T ') _b'. — (X ′ ″) _{a ′} —R ² wherein a ′ is 0 or 1, b ′ is 0 or 1, and X ′ ″, if present, is O R ² is independently H, C ₁ -C ₁₆ linear or branched, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkaryl, aralkyl, and it is selected from the group consisting of aryl; T ', if present, C = O, C = S , and is selected from SO _2; T' is in SO ₂ That case, X '''may not be the S; R ³ is independently, _{C. 1 to} C ₁₆ linear or branched, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alk Selected from the group consisting of reel, aralkyl, and aryl, and mixtures thereof. Said substituted phenol or thiophenol anions are disclosed in US 2002/0068014 A1 and PCT International Publication No. WO 04/026821. M ⁺ is a cation selected from the cations of the ionic liquid described herein.

  (20) Polyaminopolycarboxylates. Non-limiting examples include ethylene ethylene-diamine tetraacetic acid (EDTA), diamine tetraacetates, N-hydroxyethylethylenediamine triacetates, nitrilo-tri-acetates, ethylenediamine tetraproprionates, triethylenetetraamine hexaacetates , Diethylenetriaminepentaacetates, and ethanoldiglycines.

  (21) Aminopolyphosphonates. For example, ethylenediaminetetramethylenephosphonate and diethylenetriaminepentamethylene-phosphonate.

式中、Ｍ＋は、本明細書中に記載するイオン性液体のカチオン類から選ばれるカチオンである。 (22) Sweetener-derived anions. Saccharinate and acesulfamate.

In the formula, M + is a cation selected from the cations of the ionic liquid described in the present specification.

(23) Ethoxylated amide sulfates, sodium tripolyphosphate (STPP), dihydrogen phosphate, fluoroalkyl sulfonate, bis- (alkylsulfonyl) amine, bis- (fluoroalkylsulfonyl) amide, (fluoroalkylsulfonyl) (Fluroalkylsulfonyl)) (fluoroalkylcarbonyl) amide, bis- (arylsulfonyl) amide, carbonate; tetrafluoroborate (BF ₄ ⁻ ), hexafluorophosphate (PF ₆ ⁻ ).

が、米国特許第５，８９１，８３８号、同第６，４４８，４３０号、同第５，８９１，８３８号、同第６，１５９，９１９号、同第６，４４８，４３０号、同第５，８４３，８７９号、同第６，５４８，４６７号に開示されている。 (24) Anionic bleach activators having the general formula:
R ¹ —CO—O—C ₆ H ₄ —R ²
Wherein R ¹ is C ₈ -C ₁₈ alkyl, C ₈ -C ₁₈ aminoalkyl, or a mixture thereof, and R ² is a sulfonate or carbonate, non-limiting examples include, for example:

US Pat. Nos. 5,891,838, 6,448,430, 5,891,838, 6,159,919, 6,448,430, Nos. 5,843,879 and 6,548,467.

Cations Anions suitable for use in the ionic liquid of the present invention include, but are not limited to, the following materials:

式中、Ｒ^３は、Ｃ_８〜２２アルキル、Ｃ_８〜２２ヒドロキシアルキル、Ｃ_８〜２２アルキルフェニル基、及びこれらの混合物であり；Ｒ^４は、Ｃ_２〜３アルキレン又はＣ_２〜３ヒドロキシアルキレン基又はこれらの混合物であり；ｘは、０〜約３であり；及び各Ｒ^５は、独立して、Ｃ_１〜３アルキル又はＣ_１〜３ヒドロキシアルキル基又は平均で約１〜約３個のエチレンオキシド基を含有するポリエチレンオキシド基；前記Ｒ^５基は、例えば酸素原子又は窒素原子を介して互いに結合し、環状構造を形成してもよく；他の代表的なアミンオキシドカチオン類として、Ｃ_１０〜Ｃ_１８、Ｃ_１０、Ｃ_１０〜Ｃ_１２、及びＣ_１２〜Ｃ_１４アルキルジメチルアミンオキシドカチオン類、並びにＣ_８〜Ｃ_１２アルコキシエチルジヒドロキシエチルアミンオキシドカチオン類が挙げられる。 (A) Cations of amine oxides, phosphine oxides, or sulfoxides (ie, protonated cation forms). Non-limiting examples include amine oxide cations containing one C _8-18 alkyl moiety and two moieties selected from the group consisting of C _1-3 alkyl groups and C _1-3 hydroxyalkyl groups, one C Phosphine oxide cations containing two moieties selected from the group consisting of _10-18 alkyl moieties and C _1-3 alkyl groups and C _1-3 hydroxyalkyl groups, and one C _10-18 alkyl moiety and C ₁ Sulfoxide cations containing one moiety selected from the group consisting of _˜3 alkyl groups and C _1-3 hydroxyalkyl moieties. In some embodiments, the amine oxide cations have the following formula:

_Where R ³ is a C _8-22 alkyl, C _8-22 hydroxyalkyl, C _8-22 alkylphenyl group, and mixtures thereof; R ⁴ is a C _2-3 alkylene or C _2-3 hydroxy An alkylene group or a mixture thereof; x is from 0 to about 3; and each R ⁵ is independently a C _1-3 alkyl or C _1-3 hydroxyalkyl group or an average of about 1 to about 3 Polyethylene oxide groups containing one ethylene oxide group; the R ⁵ groups may be linked together, for example via an oxygen atom or a nitrogen atom, to form a cyclic structure; as other representative amine oxide cations, _{C 10 ~C 18, C 10,} C 10 ~C 12, and _C 12 _{-C 14} alkyl dimethyl amine oxides cations, and _C 8 _{-C 12} alkoxy ethyl di hydrate Carboxyethyl amine oxide cations and the like.

(B) Betaines having the general formula:
_{^{R-N (+) (R}} 1) 2 -R 2 COOH
Wherein R is an alkyl group containing about 10 to 22 carbon atoms, preferably about 12 to about 18 carbon atoms, a similar number of carbon atoms (the benzene ring is about 2 Selected from the group consisting of alkylaryl and arylalkyl groups, which correspond to carbon atoms and have a similar structure inhibited by amide or ester linkages). Each R ¹ is an alkyl group containing from 1 to about 3 carbon atoms; and R ² is an alkylene group containing from 1 to about 6 carbon atoms; as non-limiting examples of betaines Include dodecyldimethylbetaine, acetyldimethylbetaine, dodecylamidopropyldimethylbetaine, tetradecyldimethylbetaine, tetradecylamidopropyldimethylbetaine, dodecyldimethylammonium hexanoate; and amidoalkylbetaines; 950,417, 4,137,191, and 4,375,421, and British Patent 2,103,236. In another embodiment, the cation may be a sulfobetaine disclosed in US Pat. No. 4,687,602.

  (C) Amphodiacetates. For example, disodium cocodiacetate available as Mckam 2C® from McIntyre.

(D) The following types of diester quaternary ammonium (DEQA) cations.
^{_{R (4-m) -N +}} - [(CH 2) n -Y-R 1] m
Wherein each R substituent is hydrogen; C1 -C6 alkyl or hydroxyalkyl, preferably methyl, ethyl, propyl, or hydroxyethyl, more preferably methyl; poly _(C 1 -C ₃ alkoxy), preferably polyethoxy; Benzyl; or mixtures thereof; m is 2 or 3; each n is from 1 to about 4; each Y is —O— (O) C—, —C (O) —O—, — NR—C (O) —, or —C (O) —NR—; when Y is — (O) C— or —NR—C (O) —, the number of carbon atoms in each R 1 is The total plus one is C ₁₂ -C ₂₂ , preferably C ₁₄ -C ₂₀ , wherein each R 1 is a hydrocarbyl or substituted hydrocarbyl group. In one embodiment, the DEQA cation is alkyldimethylhydroxyethyl quaternary ammonium (K1) as discussed in US Pat. No. 6,004,922, and in another embodiment, the DEQA cation is It has the general formula.
^{_{R 3 N + CH 2 CH (}} YR 1) (CH 2 YR 1)
In the formula, each Y, R, and R1 have the same meaning as before, and in still another embodiment, the DEQA cation is [CH ₃ ] ₃ N (+) [CH ₂ CH (CH ₂ O (O)]. CR ¹⁾ a O (O) CR ^1], wherein each R1 _is in the range of C 15 _{-C 19.}

(E) alkylene quaternary ammonium cations having the formula:
R _(4-m) -N ⁺ -R ¹ _m
Wherein each m is 2 or 3; each R is independently an alkyl or hydroxyalkyl C ₁ -C ₆ moiety, preferably methyl, ethyl, propyl, or hydroxyethyl, and more preferably methyl; Each R ¹ is independently a linear or branched, saturated or unsaturated C ₆ -C ₂₂ alkyl or alkoxy moiety, preferably a C ₁₄ -C ₂₀ moiety, but no more than one R ¹ is Less than about C _{12 so} that the other R ¹ is less than about C ₁₆ ; alternatively, a hydrocarbyl or substituted hydrocarbyl moiety, preferably C ₁₀ -C ₂₀ alkyl or alkenyl, most preferably C ₁₂ -C ₁₈ alkyl. Or an alkenyl; in one embodiment, the cation is dialkylenedimethylammonium, eg, a trademark from Witco Corporation. Dioleyldimethylammonium available under the name Adogen® 472; in another embodiment, the cation is monoalkynyltrimethylammonium, such as monooleyltrimethylammonium, monocanolatrimethylammonium, and soyatrimethylammonium It is.

(F) Difatty amide quaternary ammonium cations. For example,
_{^{[R 1 -C (O) -NR}} -R 2 -N (R) 2 -R 3 -NR-C (O) -R 1] +
Wherein R and R ¹ are as described above for the cation (e), R ² and R ³ are C ₁ -C ₆ alkylene moieties, eg, difatty amide quaternary ammonium compounds (quats) Is commercially available from Witco under the trade name Varisoft®.

(G) C _8-22 quaternary surfactants. For example, in the form of its etosulphate salt, isostearylethylimidonium, Cognis Corporation, available as Schercoquat IIS® from Scher Chemicals, Inc. Quartium-52 available as Dehicoat SP® from the company, and its chloride form, from Akzo Nobel Surface Chemistry LLC, Arquad 2C-75® Dicocodimethylammonium available as:

  (H) Cationic esters. For example, as discussed in U.S. Pat. Nos. 4,228,042, 4,239,660, 4,260,529 and 6,022,844.

  (I) 4,5-dichloro-2-n-octyl-3-isothiazolone. Available as Kathon (R) from Rohm & Haas.

  (J) Quaternary aminopolyoxyalkylene derivatives (choline and choline derivatives).

  (K) Alkyloxyalkylene cations.

  (L) Alkoxylate quaternary ammoniums (AQA) as discussed in US Pat. No. 6,136,769.

式中、各Ｒ及びＲ^１は、上記カチオン（ｅ）に記載した通りであり、各Ｒ^２は、Ｃ_１〜Ｃ_６アルキレン基、好ましくはエチレン基であり、且つ、Ｇは、酸素原子又は−ＮＲ−基であり、例えば、前記カチオン、１−メチル−オレイルアミドエチル−２−オレイルイミダゾリニウムは、ウィトコ社（Witco Corporation）より、商標名ヴァリソフト（Varisoft）（登録商標）３６９０にて市販されている。別の実施形態では、前記カチオンは、次式を有するアルキルピリジニウムカチオンである。

式中、Ｒ^１は、非環式脂肪族Ｃ_８〜Ｃ_２２炭化水素基。別の実施形態では、前記カチオンは次式を有するアルカンアミドアルキレンピリジニウムカチオンである。

式中、Ｒ^１は、直鎖若しくは分岐鎖、飽和若しくは不飽和Ｃ_６〜Ｃ_２２アルキル若しくはアルコキシ部分、又はヒドロカルビル若しくは置換ヒドロカルビル部分であり、且つ、Ｒ^２は、Ｃ_１〜Ｃ_６アルキレン部分である。 (M) substituted and unsubstituted pyrrolidinium, imidazolium, benzimidazolium, pyrazolium, benzpyrazolium, thiazolium, benzthiazolium, oxazolium, benzoxazolium, isoxazolium, isothiazolium, imidazolidenium, guanidinium Indazolium, quinuclidinium, triazolium, isoquinuclidinium, piperidinium, morpholinium, pyridazinium, pyrazinium, triazinium, azepinium, diazepinium, pyridinium, piperidinium, pyrimidinium, thiophenium; phosphonium; It is an imidazolium cation.

In the formula, each R and R ¹ are as described in the cation (e), each R ² is a C _{1 to} C ₆ alkylene group, preferably an ethylene group, and G is an oxygen atom or -NR- group, for example, the cation, 1-methyl-oleylamidoethyl-2-oleylimidazolinium, from Witco Corporation under the trade name Varisoft (R) 3690 It is commercially available. In another embodiment, the cation is an alkyl pyridinium cation having the formula:

In the formula, R ¹ is an acyclic aliphatic C _{8 to} C ₂₂ hydrocarbon group. In another embodiment, the cation is an alkaneamidoalkylene pyridinium cation having the formula:

Wherein R ¹ is a linear or branched, saturated or unsaturated C ₆ -C ₂₂ alkyl or alkoxy moiety, or a hydrocarbyl or substituted hydrocarbyl moiety, and R ² is a C ₁ -C ₆ alkylene moiety. is there.

が挙げられるが、これらに限定するものではない。 (N) Cationic bleach activators having a quaternary ammonium moiety include

However, it is not limited to these.

  Other cationic bleach activators suitable for use herein as these and ionic liquid cations are disclosed in US Pat. Nos. 5,599,781, 5,686,015, No. 5,686,015, PCT International Publication No. 95/29160, US Pat. No. 5,599,781, US Pat. No. 5,534,179, EP 1253190A1, US Pat. No. 6,183,665 No. 5,106,528, No. 5,281,361, and Bulletin de la Societe Chimique de France (1973) (Vol. 3, No. 2, pages 1021-7) ).

  (O) Cationic antimicrobial agent. For example cetylpyridinium, chlorohexidine and domifene.

式中、Ｒ_１及びＲ_２は、Ｃ１〜Ｃ１２アルキル又はアルキレン基である。 (P) alkylated caffeine cations. For example,

In formula, R < ₁ > and R < ₂ > is a C1-C12 alkyl or alkylene group.

式中、Ｒは、Ｃ_８〜Ｃ_２２アルキル又はアルキレン基又はココ、タロー又はオレイル、非限定例としては、アクゾ・ノーベル社（Akzo Nobel）からの、アムフォラーク（Ampholak）（登録商標）７ＣＸ／Ｃ、アムフォラーク（Ampholak）（登録商標）７ＴＸ／Ｃ、及びアムフォラーク（Ampholak）（登録商標）ＸＯ７／Ｃが挙げられる。 (Q) Alkyl polyaminocarboxylates. For example,

Wherein R is a C ₈ -C ₂₂ alkyl or alkylene group or coco, tallow or oleyl, including, but not limited to, Ampholak® 7CX / C from Akzo Nobel. Ampholak® 7TX / C, and Ampholak® XO7 / C.

  Thus, ionic liquids suitable for use herein may have various anionic and cationic combinations. The ionic species can adjust and mix the properties of the ionic liquid so that it can be specialized for a particular application, providing the desired solvent properties, viscosity, melting point, and other properties. These specialized ionic liquids have been referred to as “designer solvents”.

  The ionic liquid can be present in any desired effective amount in various compositions suitable for use in the methods disclosed herein. Typically, the ionic liquid is from about 0.1% to about 100%, and preferably from about 1% to about 85%, more preferably from about 5% by weight of the fiber material treatment composition. Present in an amount ranging from about 75% by weight. In some embodiments, the ionic liquid comprises at least about 50% by weight of the fiber material treatment composition. In a further embodiment, the ionic liquid comprises at least about 80% by weight of the fiber material treatment composition, and in yet a further embodiment, the ionic liquid is at least about 90% of the fiber material treatment composition. Included in weight percent.

  Many ionic liquids are hygroscopic and thus contain a substantial amount of water ranging from about 0.01% to less than about 50% by weight of the ionic liquid (herein “inherent” (Sometimes referred to as “bound” water). Note that "free water" may be added during the preparation of the treatment composition of the present invention. One skilled in the art will recognize that when components (eg, intrinsic water and free water) are mixed in the composition, the components can no longer be distinguished by their origin and are reported in total amounts as a percentage of the total composition. You will recognize that. For this reason, the fiber material treatment composition of the present invention comprises from about 0.01% to about 50%, and preferably from about 1% to about 40%, more preferably from about 5% to about% by weight of the composition. In the range of 30% by weight, water may be contained regardless of its origin. The treatment composition may optionally include a cosolvent. Typical examples of cosolvents include, but are not limited to, linear or branched C1-C10 alcohols, diols, and mixtures thereof. In certain embodiments, co-solvents such as ethanol, isopropanol, propylene glycol are used in some compositions of the invention. In a further specific embodiment, the ionic liquid fiber material treatment composition is substantially free of free water and / or other organic solvents. These compositions contain less than about 10% by weight free water and / or other organic solvents, more specifically less than about 5% by weight, and even more specifically less than about 1% by weight.

  In some embodiments, the fibrous material treatment composition used herein containing an ionic liquid or a reaction mixture of ionic liquids (undiluted with adjuvant, co-solvent or free water) is 20 ° C. Having a viscosity of less than about 2000 mPa · s, preferably less than about 750 mPa · s. In other embodiments, the undiluted ionic liquid has a viscosity of from about 0.1 to about 500 mPa · s, preferably from about 0.5 to about 400 mPa · s, and more preferably from about 1 to about 20 ° C. It is within the range of about 300 mPa · s. In yet another embodiment, the viscosity of the fibrous material treatment composition containing IL is less than about 2000 mPa · s, preferably less than about 500 mPa · s when heated to a temperature in the range of about 40 ° C. to 60 ° C., more preferably Preferably, it decreases to less than about 300 mPa · s.

  Viscosity of ionic fluids and compositions containing ionic fluids is measured with a Brookfield viscometer model number LVDVII + at 20 ° C. using spindle number S31 at a rate suitable for measuring substances of different viscosities. it can. Typically, the measurements are 1.3 rad / s (12 rpm) to measure products with a viscosity above about 1000 mPa · s, 3 to measure products with a viscosity from about 500 mPa · s to about 1000 mPa · s. .1 rad / s (30 rpm), measuring 6.3 rad / s (60 rpm) to measure products with a viscosity below about 500 mPa · s The undiluted state is prepared by storing the ionic liquid or reaction mixture in a desiccator containing a desiccant (eg, calcium chloride) at room temperature for at least about 48 hours before measuring the viscosity. This equilibration period equalizes the amount of intrinsic water in the undiluted sample.

  According to the method of the present invention, the fiber-containing fiber material is modified with the composition containing the ionic liquid (which may include a mixture of ionic liquids or a reaction mixture as described above) and the surface of the fiber. And contacted under conditions sufficient to provide or facilitate its performance enhancement. Performance enhancement is any physical property that is improved by the ionic liquid treatment. In one embodiment, the fibers of the fibrous material are contacted with the ionic liquid-containing composition for a sufficient amount of time such that the polarity and / or ionic charge due to the presence of IL inhibits hydrogen bonding between the fibers. Thereby causing a crystal structure change at least on the surface of the fiber. In another embodiment, the fibers of the fibrous material are contacted with the ionic liquid-containing composition for a sufficient time such that at least one of the outer layers on the surface of the fibers is partially dissolved.

  Dissolution of the surface layer and / or change in crystal structure can provide an improvement in various physical properties of the fiber, including the wrinkle resistance, smoothness, flexibility, shape retention, etc. of the fiber material. One or more improvements may be mentioned, but are not limited to these.

  Further, the modification obtained by the method of the present invention includes, but is not limited to, at least one partial dissolution and / or change in crystal structure of the outer layer of the fiber. At least one benefit agent can be embedded and / or attached to the surface of the fiber by contacting the fiber material with a composition comprising a benefit agent simultaneously with or after contact with the liquid-containing composition. Alternatively, the benefit agent may be present in the IL-containing composition as an adjunct or as an ionic liquid active.

  In one embodiment, the embedded or attached benefit agent is released in a controlled manner from the fiber (eg, released slowly and continuously over time). In another embodiment, the benefit agent is protected by the ionic liquid so that the benefit agent is delivered in a controlled manner (eg, by a triggering factor such as a large amount of water, pH change, heat, etc.). Or can be stabilized.

  Suitable beneficial agents include fragrances, dyes, pigment fixing agents, sizing agents, skin conditioning active substances, vitamins, enzymes, surfactants, antiwear agents, anti-wrinkle agents, stain-preventing agents, waterproofing agents, difficulty Flame retardants, antibacterial agents, metal bleaching catalysts, bleaching agents, fabric softeners, anti-fogging agents, water repellents, UV protection agents, brighteners, mixtures thereof (ie two or more of these types of benefit agents) A mixture of these), but is not limited thereto. Further examples of suitable beneficial agents are described in US Pat. Nos. 6,488,943 (Beerse et al.), 6,548,470 (Buzzaccarini et al.), 6,482. 793 (Gordon et al.), 6,573,234 (Sivik et al.), 6,525,012 (Price et al.), 6,566,323 (Littig et al.), 6,090,767 (Jackson et al.), 6,420,326 (Sherry et al.), 6,733,538 ( Panandiker et al., U.S. Patent Publication Nos. 2003/0166495 A1 (Wang et al.) And 2004/0121929 A1 (Wang et al.).

  The benefit agent may be included in the fiber material treatment composition in any desired amount. A typical fiber material treatment composition may contain from about 0.001 to about 20% by weight of the benefit agent. In more specific embodiments, such compositions may include from about 0.01 to about 10% by weight of the benefit agent, more specifically from about 0.1 to about 5% by weight. One skilled in the art will appreciate from the foregoing perspective, therefore, that the modification may be performed at a desired depth within the fibers of the fiber material and is not limited to surface modification.

  The method of the present invention may be performed by any continuous, semi-continuous or batch processing technique or any combination thereof. The contacting step may be performed in a manner known in the art, for example by immersion techniques or by non-immersion techniques such as spraying, spraying, foaming, padding, etc. However, it is not limited to these. In one embodiment, the composition is provided in the form of droplets and the fibers of the fibrous material are contacted using a non-immersion technique.

  Further, the process may be performed during textile factory manufacturing or processing, for example, in separate processing steps or during conventional processing steps, such as sizing, desizing, bleaching, polishing, mercerizing, dyeing, printing, It may be performed during procedures such as final processing, coating, combinations thereof, and the like. Exemplary fiber mill processes that may be used are, for example, US Patent Publication No. 2003/0226213, and "Processing and Properties of Fiber Materials: Preparation, Dyeing, Final Processing and Performance" (Vigo, Elsevier) (Elsevier) (1994). Alternatively, the method may be performed on the garment by the consumer, for example during household laundry or drying, or during other domestic textile / garment processing processes. The specific physical conditions under which the contact is carried out may vary based on the fibers of the individual fiber material being treated, the treatment composition used and the desired improvement in its physical properties.

  In one embodiment, energy is applied to the fiber either prior to, simultaneously with, and / or subsequent to contacting the ionic liquid-containing composition to facilitate achieving the desired improvement and / or durability. It may be applied to the material fibers. The energy may be applied in the form of heat and / or radiation, including but not limited to microwave, infrared, ultrasound, or combinations thereof. Further, the contacting step may be performed under increased pressure, ambient pressure, or vacuum.

  The time sufficient to obtain the modification according to the invention depends on the details of the process. In one embodiment, the contact time is at least about 1 minute. In another embodiment, the contact time is at least about 5 minutes. After performing the contacting step for a time sufficient to provide or facilitate the modification of the surface of the fiber and its performance enhancement, the composition is at least partially removed from the fiber material. In one embodiment, the composition is substantially completely removed and the fibrous material is less than about 5 wt%, more specifically less than about 1 wt%, and more specifically after the removal step. Contains less than about 0.1% by weight of the ionic liquid. The composition may be removed from the fiber material by any technique known in the art, including rinsing with water, pressing, pressing, padding, centrifugation, vacuum extraction, combinations thereof, and the like. However, it is not limited to these. In one embodiment, the composition is collected after removal from the fibrous material, for example for recycling and reuse during the process.

  All documents cited in “Best Mode for Carrying Out the Invention” are incorporated herein by reference in the relevant part, and any citation of any document shall be considered prior art with respect to the present invention. It should not be construed as acceptable.

  While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims (19)

(A) contacting a fibrous material comprising fibers with a treatment composition comprising an ionic liquid under conditions sufficient to modify at least a portion of the surface of the fibers;
(B) optionally contacting the fibrous material comprising fibers with a composition comprising a benefit agent; and
(C) A method for modifying a fiber material to improve the performance of the fiber material, comprising at least partially removing the treatment composition from the fiber material.   The method of claim 1, wherein the surface modification comprises partial dissolution of at least one outer layer of the fiber.   The method according to claim 1 or 2, wherein the surface modification results in a crystal structure change at least on the surface of the fiber.   4. A method according to any one of claims 1 to 3, wherein the treated fiber material exhibits improved properties selected from the group consisting of wrinkle resistance, smoothness, flexibility, shape retention, and combinations thereof. .   5. A method according to any one of the preceding claims, wherein the surface modification enables embedding and / or adhesion of at least one benefit agent to the surface of the fiber.   The beneficial agent is a fragrance, a dye, a dye fixing agent, a sizing agent, a skin conditioning active substance, vitamins, enzymes, a surfactant, an antiwear agent, an anti-wrinkle agent, a stain preventing agent, a waterproofing agent, a flame retardant, 6. Any one of claims 1-5 selected from the group consisting of antibacterial agents, metal bleach catalysts, bleaches, fabric softeners, anti-pilling agents, water repellents, UV protection agents, brighteners, and mixtures thereof. The method according to claim 1.   7. A method according to any one of the preceding claims, wherein the benefit agent is adapted for controlled release from the surface of the fiber.   8. A method according to any one of the preceding claims, wherein the treatment composition comprises at least about 50% by weight of the ionic liquid relative to the composition.   9. The contacting step is performed during an additional process selected from the group consisting of sizing, desizing, bleaching, polishing, mercerizing, dyeing, printing, final processing, coating, and combinations thereof. The method as described in any one of. The ionic liquid is alkyl sulfates, alkoxy sulfates, alkyl alkoxy sulfates, monoesters of sulfosuccinates, diesters of sulfosuccinates, methyl ester sulfonates, alkylaryl sulfonates, alkylglycerol ether sulfonates, Diphenyl ethers, linear carboxylates, cyclic carboxylates, alkyloxyalkylene carboxylates, diphenyl oxide monosulfonates, medium chain branched alkyl sulfates, medium chain branched alkyl aryl sulfonates, medium chain branched alkyl Polyoxyalkylene sulfates, alpha-olefin sulfonates, paraffin sulfonates, alkyl phosphate esters, sarcosine Salts, taurates, sulfated oils and fatty acids, sulfonated oils and fatty acids, alkylphenol ethoxysulfates, alkylphenol ethoxysulfonates, fatty acid ester sulfonates, substituted salicylanilides, substituted phenol anions, Substituted thiophenol anions, polyaminopolycarboxylates, aminopolyphosphates, sweetener-derived anions, ethoxylated amide sulfates, sodium tripolyphosphate; dihydrogen phosphate; fluoroalkylsulfonate; bis- (alkylsulfonyl) Bis- (fluoroalkylsulfonyl) amide; (fluoroalkylsulfonyl) (fluoroalkylcarbonyl) amide; bis- (arylsulfonyl) amide; Over preparative; tetrafluoro carbonate _(BF 4 -); hexafluorophosphate _(PF 6 -); and anionic bleach activators such having the general _{formula: R 1 -CO-O-C} 6 H 4 -R 2 Wherein R ₁ is C8-C18 alkyl, C8-C18 aminoalkyl, or a mixture thereof, and R ₂ is a sulfonate or carbonate, and mixtures thereof 10. A method according to any one of the preceding claims comprising an anionic component comprising one or more anions. The ionic liquid is an amine oxide cation, phosphine oxide cation, sulfoxide cation, betaine, diester quaternary ammonium (DEQA) cation, alkylene quaternary ammonium cation, difatty amide quaternary ammonium cation, C _8-22 quaternary surfactants, cationic esters, 4,5-dichloro-2-n-octyl-3-isothiazolone, quaternary aminopolyoxyalkylenes, alkyloxyalkylene cations, alkoxychelate quaternary ammonium Substituted, unsubstituted pyrrolidinium, imidazolium, benzimidazolium, pyrazolium, benzpyrazolium, thiazolium, benzthiazolium, oxazolium, benzoxazolium, isoxazolium, isothiazolium, Midazolidinium, guanidinium, indazolium, quinuclidinium, triazolium, isoquinuclidinium, piperidinium, morpholinium, pyridazinium, pyrazinium, triazinium, azepinium, diazepinium, pyridinium, piperidonium, pyrimidinium, thiophenium; and cationic bleaches with phosphonium, quaternary ammonium moieties A cationic component comprising one or more cations selected from the group consisting of activators, cationic antimicrobial agents, alkylated caffeine cations, alkyl polyaminocarboxylates, and mixtures thereof. The method according to any one of 1 to 10.   12. A method according to any one of the preceding claims, wherein the fibrous material comprises open fibers, yarns, woven fabrics, nonwoven fabrics, knitted fabrics, or fabric articles.   The method according to claim 1, wherein the contacting step is performed by a non-immersion method selected from the group consisting of spraying, spraying, foaming, and combinations thereof.   14. A method according to any one of the preceding claims, wherein the composition is in the form of droplets.   15. A method according to any one of the preceding claims, wherein the composition is removed from the fiber material by rinsing with water, pressing, pressing, padding, centrifuging, vacuum extraction, or a combination thereof.   16. A method according to any one of the preceding claims, wherein the method further comprises collecting the composition removed from the fibrous material.   17. A method according to any one of the preceding claims, wherein energy is added to the composition prior to or during the contacting step.   The method according to any one of claims 1 to 17, wherein the energy is selected from heat, microwave, infrared, ultrasound, and combinations thereof.   19. A method according to any one of claims 1-18, wherein pressure is applied during the contacting step.